30483-75-1

Usage

Uses

Used in Organic Synthesis:
N-(4-BROMOPHENYL)MORPHOLINE is used as an organic synthesis intermediate for the creation of a wide range of chemical compounds. Its unique structure allows for various chemical reactions, such as substitution, addition, and condensation, which can lead to the formation of new molecules with diverse properties and applications.
Used in Pharmaceutical Industry:
N-(4-BROMOPHENYL)MORPHOLINE is used as a pharmaceutical intermediate in the development of new drugs. Its structural versatility and reactivity make it an ideal candidate for the synthesis of novel pharmaceutical compounds with potential therapeutic applications. N-(4-BROMOPHENYL)MORPHOLINE can be further modified and functionalized to create molecules with specific biological activities, targeting various diseases and medical conditions.
Used in Laboratory Research and Development:
N-(4-BROMOPHENYL)MORPHOLINE plays a significant role in laboratory research and development processes. It is often employed as a starting material or a key component in the synthesis of complex organic molecules, which can be used for various purposes, such as studying their chemical properties, evaluating their biological activities, or testing their potential applications in different fields.
Used in Chemical Production Process:
In the chemical production process, N-(4-BROMOPHENYL)MORPHOLINE is utilized as an intermediate to produce a variety of chemical products. Its presence in the synthesis pathway allows for the efficient and cost-effective production of target compounds, which can be further processed or formulated into final products for various applications, such as pharmaceuticals, agrochemicals, or specialty chemicals.

Synthesis

In an open flask, 10 mL of 1.5 M NaBr in pH 6.2 phosphate buffer (0.23 M in PO4) or pH 4.2 phosphate buffer (5% NaH2PO4) was added to a solution of 1 mmol of substrate dissolved in 9.75 mL of distilled 1,4- dioxane. To this mixture was added a freshly made solution of diphenyl ditelluride (1e, 0.25 mL of a 10 mM stock in 1,4-dioxane, 2.5 μmol, 0.25 mol % relative to substrate) followed by the addition of 8.8 M H2O2 according to Table 3. The reaction mixture was stirred at room temperature for the appropriate amount of time and was then diluted with 10 mL of water. The resulting solution was extracted with EtOAc (3 × 10 mL), and the combined organic extracts were washed with 0.5 M NaHSO3 (5 mL) and brine (10 mL), dried over MgSO4, and concentrated. Yields reported below are the mean of duplicate runs. N-(4-Bromophenyl)morpholine (21):28 product isolated as a tan solid (224 ± 1 mg, 93% yield). Mp 111-113 °C (lit.28 mp 111-112 °C).

InChI:InChI=1/C10H12BrNO/c11-9-1-3-10(4-2-9)12-5-7-13-8-6-12/h1-4H,5-8H2

Upstream product

• 92-53-5 4-Phenylmorpholine 
• 742099-65-6 5-bromo-2-(morpholin-4-yl)benzaldehyde 
• 186498-02-2 4-(4-morpholinyl)phenylboronic acid 
• 586-78-7 para-nitrophenyl bromide 
• 2524-67-6 4-morpholino-4-yl-phenylamine 
• 10389-51-2 1-morpholino-4-nitrobenzene 
• 108-86-1 bromobenzene 
• 93777-26-5 5-bromo-2-fluorobenzaldehyde 
• 110-91-8 morpholine 
• 106-38-7 para-bromotoluene 
• 589-87-7 1,4-bromoiodobenzene 
• 5765-65-1 4-(benzoyloxy)morpholine 
• 947515-73-3 (4-bromophenyl)[2-(hydroxymethyl)phenyl]dimethylsilane 
• 7519-94-0 2,4,6-tris(4-bromophenyl)boroxin 

Downstream Products

• 88799-18-2 4-Bromo-4-(4-bromo-phenyl)-morpholin-4-ium; bromide 
• 10282-31-2 4-morpholinobenzonitrile 
• 634903-97-2 N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-[4-(3-oxo-4-morpholinyl)phenyl]-1-benzofuran-2-carboxamide hydrochloride 
• 634903-76-7 N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-[4-(3-oxo-4-morpholinyl)phenyl]-1-benzothiophene-2-carboxamide hydrochloride 
• 1407153-85-8 (-)-(4S)-1-methyl-4-(4-morpholinobenzyl)-3-(4-nitrophenyl)imidazolidin-2-one 

Relevant academic research and scientific papers

The surprisingly facile formation of Pd(i)-phosphido complexes from: Ortho -biphenylphosphines and palladium acetate

The widely-used ortho-biphenylphosphine ligands SPhos and RuPhos not only undergo facile orthometallation with palladium acetate, yielding strained, four-membered dimeric palladacycles but more surprisingly, in the presence of alcoholic solvents, along with the less encumbered analogue MePhos, yield unusual dinuclear Pd(i) complexes, in which the Pd-centers are bridged by both a phosphide ligand and by the arene of a coordinated phosphine donor.

Room-temperature phosphorescent material as well as preparation method and application thereof

The invention relates to the technical field of phosphorescent materials. The invention provides a room-temperature phosphorescent material and a preparation method and application thereof. As C-H.O. O, C-H. Experimental results show that the material pro

Amination of Aryl Halides Mediated by Electrogenerated Nickel from Sacrificial Anode

Electrochemical C(sp2)?N couplings mediated by nickel salts generated from the sacrificial anode has been described for the first time. In this approach, the sacrificial nickel anode is employed as the sole source of nickel and the process, operationally simple to set up, enables the preparation of functionalized arylamine derivatives with moderate to good yields, under mild reaction conditions and without additional ligand. A cooperative process between the two electrodes is involved in the proposed mechanism.

Synthesis of some new distyrylbenzene derivatives using immobilized Pd on an NHC-functionalized MIL-101(Cr) catalyst: photophysical property evaluation, DFT and TD-DFT calculations

In this study the catalytic application of a heterogeneous Pd-catalyst system based on metal organic framework [Pd-NHC-MIL-101(Cr)] was investigated in the synthesis of distyrylbenzene derivatives using the Heck reaction. The Pd-NHC-MIL-101(Cr) catalyst s

Visible light-induced mono-bromination of arenes with BrCCl3

A highly efficient and regioselective bromination of electron-rich arenes and heteroarenes using commercially available BrCCl3as a “Br” source has been developed. The reaction was performed in air under mild conditions with photocatalyst Ru(bpy)3Cl2·6H2O, avoiding the usage of strong acids and strong oxidants. Mono-brominated products were obtained with medium to excellent yields (up to 94%). This strategy has shown good compatibility and highpara-selectivity, which will facilitate the complicated synthesis.

Direct bromodeboronation of arylboronic acids with CuBr2 in water

An efficient and practical method has been developed for the preparation of aryl bromides via the direct bromodeboronation of arylboronic acids with CuBr2 in water. This strategy provides several advantages, such as being ligand-free, base-free, high yielding, and functional group tolerant.

Effect of Precatalyst Oxidation State in C-N Cross-Couplings with 2-Phosphinoimidazole-Derived Bimetallic Pd(I) and Pd(II) Complexes

We report the catalytic activity of two phosphinoimidazole-derived bimetallic palladium complexes in Pd-catalyzed amination reactions. Our studies demonstrate that the starting oxidation state (Pd(I) or Pd(II)) of the dimeric complex has a significant effect on the efficiency of the catalytic reaction. The corresponding Pd(I) complex shows higher reactivity in Buchwald-Hartwig aminations, while the Pd(II) complex is much more reactive in carbonylative amination reactions. These new dimeric palladium complexes provide good to excellent reactivity and yields in the amination reactions tested.

COMPOUND SIMULTANEOUSLY INHIBITING LSD1 AND HDAC TARGETS AND APPLICATION THEREOF

A compound having a general structural formula as shown in Formula I: X-AB-Y (Formula I); in the above Formula I, X is selected from any one of -CO2H, -CONHZ, -CH=CH-CO2H, -CH=CH-CONHZ, wherein Z is selected from any one of substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted aryl, and hydroxyl; Y = -NR1R2, wherein NR1R2 is a substituted or unsubstituted 3- to 9-membered nitrogen-containing heterocycloalkyl; A and B are each independently selected from substituted or unsubstituted phenylene, substituted or unsubstituted azaphenylene. The compound or corresponding pharmaceutical salt thereof can inhibit LSD1 and HDAC target proteins at the same time, thus inhibit the proliferation of many kinds of tumor cells and have good antitumor effect.

Aryl halide and synthesis method and application thereof

The invention discloses a synthesis method of aryl halides (including aryl bromide shown as a formula (2) and aryl iodide shown as a formula (3)). All the systems are carried out in an air atmosphere,visible light is utilized to excite a substrate or a photosensitizer to catalyze the reaction; and in a reaction solvent, when aromatic hydrocarbon shown in the formula (1) and sodium bromide serve as raw materials, aryl bromide shown in the formula (2) is obtained through a reaction under the auxiliary action of an additive (protonic acid); or when aromatic hydrocarbon shown in the formula (1) and sodium iodide are used as raw materials, under the auxiliary action of an additive (protonic acid), aryl iodide shown in the formula (3) is obtained through reaction. The synthesis method has the advantages of cheap and accessible raw materials, simple reaction operation and mild reaction conditions. The method is compatible with the arylamine which is liable to be oxidized. The invention provides a new method for the synthesis of aryl halides, realizes the amplification of basic chemicals aryl halides including aryl bromide shown in the formula (2) and aryl iodide shown in the formula (3),and has wide application prospect and practical value.

Visible-light-promoted oxidative halogenation of (hetero)arenes

Organic halides are critical building blocks that participate in various cross-coupling reactions. Furthermore, they widely exist as natural products and artificial molecules in drugs with important physiological activities. Although halogenation has been well studied, to the best of our knowledge, studies focussing on sensitive systems (e.g.aryl amines) have not been reported. Herein, we describe a compatible oxidative halogenation of (hetero)arenes with air as the oxidant and halide ions as halide sources under ambient conditions (visible light, air, aqueous system, room temperature, and normal pressure). Moreover, this protocol is practically feasible for gram-scale synthesis, showing potential for industrial application.